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Tetrahydrofuran → (E)-3-[3-ethoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-N-indan-1-yl-acrylamide

HRID 1362595
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HRID 1362595 반응식
C1COCC1.[CH2:6]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[N:17]1[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]1)[CH:12]=O)[CH3:7].C(OP([CH2:31][C:32](=[O:43])[NH:33][CH:34]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH2:36][CH2:35]1)(=O)OCC)C.O.[OH-].[Li+]>C(OCC)(=O)C.O>[CH2:6]([O:8][C:9]1[CH:10]=[C:11](/[CH:12]=[CH:31]/[C:32]([NH:33][CH:34]2[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[CH2:36][CH2:35]2)=[O:43])[CH:14]=[CH:15][C:16]=1[N:17]1[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]1)[CH3:7]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 730140413-ethoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehydeHCID 86602465(Indan-1-ylcarbamoylmethyl)phosphonic acid diethyl ester

생성물 1

HCID 59170821(E)-3-[3-ethoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-N-indan-1-yl-acrylamide수율 23%

시약·촉매·용매 2

HCID 962Water용매
HCID 8857Ethyl Acetate용매

실험 절차

To a THF (8 mL) solution of 3-ethoxy-4-(4-methyl-1H-imidazole-1-yl)benzaldehyde (60 mg), (indan-1-ylcarbamoylmethyl)phosphonic acid diethyl ester (81 mg) and lithium hydroxide monohydrate (22 mg) were added, and the reaction mixture was agitated at room temperature for 14 hours. Water and ethyl acetate were added to the reaction solution after the reaction ended, and the organic layer was separated. The obtained organic layer was washed with a saturated sodium chloride solution, and the solvent was evaporated under reduced pressure after dried over anhydrous magnesium sulfate. The obtained residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate 1:4), and 23 mg (23%) of the title compound was obtained. The physical properties of the compound are as follows.

후처리

  1. customthe organic layer was separated
  2. washThe obtained organic layer was washed with a saturated sodium chloride solution
  3. customthe solvent was evaporated under reduced pressure
  4. dry with materialafter dried over anhydrous magnesium sulfate
  5. customThe obtained residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate 1:4)

출처 및 근거

ORD 기록
ord-1cab1724800c4aeaafaf47b93ffad095
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07880009B2

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